1-(4-chlorophenyl)-3-(2,3-diphenylquinoxalin-6-yl)urea

ID: ALA4858088

PubChem CID: 67892091

Max Phase: Preclinical

Molecular Formula: C27H19ClN4O

Molecular Weight: 450.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Cl)cc1)Nc1ccc2nc(-c3ccccc3)c(-c3ccccc3)nc2c1

Standard InChI:  InChI=1S/C27H19ClN4O/c28-20-11-13-21(14-12-20)29-27(33)30-22-15-16-23-24(17-22)32-26(19-9-5-2-6-10-19)25(31-23)18-7-3-1-4-8-18/h1-17H,(H2,29,30,33)

Standard InChI Key:  TVNJBMFRWCERQN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   17.9231  -27.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9220  -28.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6342  -28.5920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6324  -26.9464    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3451  -27.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3459  -28.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0585  -28.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7709  -28.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7662  -27.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0530  -26.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4755  -26.9319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1898  -27.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8992  -26.9233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1948  -28.1575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6094  -27.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6100  -28.1488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3234  -28.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0338  -28.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0261  -27.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3121  -26.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2174  -26.9470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2185  -26.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5074  -25.7121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7947  -26.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7976  -26.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5092  -27.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2159  -28.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5041  -28.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7924  -28.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7913  -29.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5078  -29.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2165  -29.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7448  -28.5427    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
  1 21  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
  2 27  1  0
 18 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4858088

   1-(4-Chlorophenyl)-3-(2,3-diphenylquinoxalin-6-yl)urea

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 450.93

Molecular Weight (Monoisotopic): 450.1247

AlogP: 7.26

#Rotatable Bonds: 4

Polar Surface Area: 66.91

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.41

CX Basic pKa: 1.12

CX LogP: 7.11

CX LogD: 7.11

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.30

Np Likeness Score: -1.18

References

1. Sagar S, Singh S, Mallareddy JR, Sonawane YA, Napoleon JV, Rana S, Contreras JI, Rajesh C, Ezell EL, Kizhake S, Garrison JC, Radhakrishnan P, Natarajan A..  (2021)  Structure activity relationship (SAR) study identifies a quinoxaline urea analog that modulates IKKβ phosphorylation for pancreatic cancer therapy.,  222  [PMID:34098465] [10.1016/j.ejmech.2021.113579]

Source

Source(1):

• Scientific Literature